Transhumanism and Extropianism are two recent ‘movements’ which aspire to transcend the perceived limitations of human biological evolution. This paper takes a critical look at two of the most controversial aspects of Extropianism—Uploading and Immortality. Uploading is the process by which a human will be able to transfer the entire contents of their brain to a more suitable supercomputational medium. When the newentity exist as software, immortality is virtually assured. This should be possible, it is claimed, within the next fifty years! From both a pragmatic and philosophical perspective, I argue that these claims are at best misguided and at worst absurd